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Diaryliodonium salts: a solution to 3‐[ 18 F]fluoropyridine
Author(s) -
Carroll Michael A.,
Nairne James,
Woodcraft John L.
Publication year - 2007
Publication title -
journal of labelled compounds and radiopharmaceuticals
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.432
H-Index - 47
eISSN - 1099-1344
pISSN - 0362-4803
DOI - 10.1002/jlcr.1190
Subject(s) - fluorine , chemistry , fluoride , limiting , nucleophile , nucleophilic substitution , radiochemistry , inorganic chemistry , organic chemistry , catalysis , mechanical engineering , engineering
Fluorine‐18 labelled fluoropyridines have found increasing application in the medical imaging technique of Positron Emission Tomography. The fluorine‐18 has largely been restricted to the 2‐ and 6‐position where its introduction may be readily achieved, from a range of appropriate precursors, by nucleophilic aromatic substitution using [ 18 F]fluoride. However, fluorine at this position may be labile in vivo limiting the potential of the radiotracer. To date the more stable 3‐fluoro and 5‐fluoropyridines have not been exploited due to unsuitable methods of preparation. Pyridyliodonium salts provide a convenient way to overcome this restriction and allow the introduction of fluorine‐18, as fluoride, into the 3‐ or 5‐position. Copyright © 2007 John Wiley & Sons, Ltd.